Abstract
Two new macrocyclic ligands 1,4,7,9,12-pentaaza-10,11-dioxo-8,9,12,13-bis-(1′-oxo-3′-thio-2′-hydropyrimidine)-trideca-7,13-diene, (L1) and 1,4,7,9,12-pentaaza-10,12-dioxo-8,9,13,14-bis-(1′-oxo-3′-thio-2′-hydropyrimidine)-tetradeca-7,14-diene, (L2) and their complexes with CrIII, MnII, FeIII, CoII, NiII, CuII and ZnII have been synthesized, and characterized by elemental analysis, i.r., 1H-n.m.r., e.p.r., u.v.–vis. spectroscopy, magnetic susceptibility and conductance measurements. The conductivity measurements suggest that the complexes of divalent metal ions are 1:1 electrolytes whereas the trivalent metal ions are non-electrolytes. On the basis of electronic spectra and magnetic moment measurements the CrIII and FeIII complexes are octahedral, while the divalent metal complexes are tetrahedral except for the NiII and CuII complexes which are proposed to have square planar geometry. All the ligands and their complexes have been screened against gram-positive bacteria Staphylococcus aureus and gram-negative bacteria E. coli. The results show that they inhibit the growth of bacteria.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
R.J. Fitzmaurice, G.M. Kyne, D. Douheret and J.D. Kilburn, J. Chem. Soc. Perkin Trans., 841 (2002).
D.H. Busch, Wiley, New York, 1990, p. 118.
N.F. Curtis, Coord. Chem. Rev., 3, 3 (1968).
(a) R.R. Durand, C.B. Benscome, J.P. Collmann and F.C. Anson, J. Am. Chem. Soc., 105, 2710 (1983); (b) N. Kobayashi, L. Herman, W.A. Nevin, P.J.C. Leznoff and A.B.P. Lever, Inorg. Chem., 29, 3415 (1990).
D.H. Busch, Rec. Chem. Prog., 25, 107 (1964).
V. Comblin, D. Gilsoul, M. Hermann, V. Humblet, V. Jacques, M. Masbahi, C. Sauvage and J.F. Desreux, Coord. Chem. Rev., 185, 451 (1999).
P. Caravan, J.J. Ellison, T.J. McMurry and R.B. Lauffer, Chem. Rev., 99, 2293 (1999).
M.G. Bosallote, J. Duran, M.J.F. Trujillo, M.A. Manez and B. Szpoganicz, J. Chem. Soc. Dalton Trans., 1093 (1999).
P.V. Bernhardt and P.C. Sharpe, Inorg. Chem., 39, 4123 (2000).
T.G. Roy, S.K.S. Hazari, B.K. Dey, S. Chakrabort and E.R.T. Tienkink, J. Main Group Metal-Based Drugs, 6, 345 (1999).
M. Barboiu, C.T. Supran, A. Scozzafova, C. Gauran, P. Diaconescu, M. Bojin, V. Ilue and L. Cot, J. Main Group Metal-Based Drugs, 6, 101 (1999).
A.R. Cushny, A. Grollman and D. Slaughter, Pharmacology and Thrapeutics, 13th edit., Lea and Febiger Philadelphia, 1942, p. 249.
C.N. Reilley, R.W. Schmid and F.S. Sadek, J. Chem. Educ., 36, 555 (1959).
A.I. Vogel, Text Book of Quantitative Inorganic Analysis Longman, London, 1986, p. 505.
R.S. Verma and S.A. Imam, Indian J. Micobiol., 13, 45 (1973).
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971).
S.M.M.H. Majumder, M.A. Ali, F.E. Smith and M.A.U. Maridha, Polyhedron, 7, 2183 (1988).
S. Srinivasan, P. Athappan and G. Rajagopal, Transition Met. Chem., 26, 588 (2001).
K. Nakmoto, Infrared and Raman Spectra of Inorganic and Coordination Compound, Wiley, Interscience, New York, 1970, p. 211.
N.K. Singh and S.B. Singh, Transition Met. Chem., 26, 487 (2001).
F.A. Cotton and G. Wilkinson, Adv. Inorganic Chem., Wiley, New York, 1984, p. 881.
A.B.P. Lever, Inorganic Electronic Spectroscopy, Elsevier Publishing Company, Amsterdam, 1984, p. 487.
L. Sacconi, J. Am. Chem. Soc., 84, 3246 (1968).
K. Sakata, M. Hashimato, T. Kashwamura and A. Tsuge, Synth. React. Inorg. Met.-Org. Chem., 27, 797 (1997).
Y. Hung and D.H. Busch, J. Am. Chem. Soc., 4977 (1977).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Nishat, N., Rahis-ud-din, Haq, M.M. et al. Synthesis and characterization of new 13 and 14-membered macrocycles and their transition metal complexes. Transition Metal Chemistry 28, 948–953 (2003). https://doi.org/10.1023/A:1026365318836
Issue Date:
DOI: https://doi.org/10.1023/A:1026365318836